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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1894648Generated: October 26, 2026

Dimethylformamide → 2-(3-Tert-butyl-phenoxy)-3-methyl-5-nitro-pyridine

https://huagongshe.com/reaction/1894648

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
ReactantPhenol, 3-(1,1-dimethylethyl)-HCID 11450—
Reactant2-Chloro-3-methyl-5-nitropyridineHCID 89648—
SolventWaterHCID 962—
Product2-(3-Tert-butyl-phenoxy)-3-methyl-5-nitro-pyridineHCID 5815336389.2%

Reaction Conditions

Temperature60 °C

Reaction Steps

A 50 ml two-necked round-bottomed flask equipped with a magnetic bar, a thermometer and a reflux condenser is charged with DMF (50 ml), 3-tert-butyl-phenol (1.5 g), 2-chloro-3-methyl-5-nitro-pyridine (1.73 g) and potassium carbonate (2.76 g). The reaction mixture is heated at 60° C. for 2 hours. After cooling the mixture to room temperature it is then poured into water (200 ml). The mixture is then extracted with ethylacetate (2×40 ml). The combined organic layers are dried over sodium sulfate, filtered and the solvent is removed in vacuo. Purification of this crude material by flash chromatography over silica gel with hexane/ethyl acetate 4:1 (v:v) gives 2.55 g of the compound as a yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08513286B2
Source datasetuspto-grants-2013_08
ORD IDord-fd105cae3de44c62b1f33902c9310d15
Source noteuspto-grants-2013_08